Guesthouse vacation rentals in Dukes County
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Top-rated guesthouse rentals in Dukes County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Dukes County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Edgartown
4.73 out of 5 average rating, 45 reviewsMarthas Vineyard 1BR Cottage 10 min to beach/town
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 80 reviewsMermaid Cottage
Guesthouse in Vineyard Haven
4.94 out of 5 average rating, 125 reviewsWest Chop Cottage + Beach Access
Guesthouse in Falmouth
4.71 out of 5 average rating, 63 reviewsCOZY GUESTHOUSE
Guesthouse in Chilmark
4.96 out of 5 average rating, 82 reviewsBeautifully Renovated 1800s Chilmark Barn
Guest house rentals with a patio
Guesthouse in Edgartown
5 out of 5 average rating, 4 reviewsMushroom Cottage
Guesthouse in Oak Bluffs
Fantastical Fishermen’s Cottage & private Garden
Guesthouse in Chilmark
5 out of 5 average rating, 14 reviewsRenovated Midcentury Modern Chilmark Guesthouse
Guesthouse in Falmouth
5 out of 5 average rating, 5 reviewsFalmouth Heights Beach Cottage
Guesthouse in West Tisbury
5 out of 5 average rating, 7 reviewsBeautiful + Airy MV Barn
Guesthouse in Edgartown
5 out of 5 average rating, 6 reviewsPrivate cabin in Wildlife Habitat; near bus route
Guesthouse in Oak Bluffs
Cozy Vineyard Cottage
Guesthouse in Edgartown
Beautiful Charming Edgartown Guesthouse 1 Bedroom
Guest house rentals with a washer and dryer
Guesthouse in Falmouth
4.67 out of 5 average rating, 12 reviewsWoods Hole Cottage close to Beach and Village
Guesthouse in Edgartown
4.97 out of 5 average rating, 39 reviewsQuiet, Pet Friendly, Close to Edgartown and Oak Bl
Guesthouse in Tisbury
Escape to Bungalow 24 on MV!
Guesthouse in West Tisbury
5 out of 5 average rating, 13 reviewsGuest house over Garage
Guesthouse in Edgartown
5 out of 5 average rating, 7 reviewsThe Birdhouse: new Edgartown apartment
Guesthouse in Edgartown
4.91 out of 5 average rating, 11 reviewsBeautiful Cottage in Private but Convenient Locale
Guesthouse in West Tisbury
Quiet Mid-Island Retreat 3 miles from beach
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